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Compare Commercial Insurance Agents in Winter Haven, FL

Browse commercial insurance agents serving Winter Haven, Florida. Contact information and addresses listed below.

18 agents listed
Updated May 2026
Winter Haven, FL
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeInsuranceUSA.com. We do not endorse any agent or guarantee outcomes. Verify licensing and disciplinary status with the Department of Insurance of Florida before hiring.
Showing 18 commercial insurance agents in Winter Haven, FL Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Rob Semans - State Farm Insurance Agent
639 1st St S, Winter Haven, FL 33880
(863) 299-1274 robsemans.com
Team Barfield - Barfield Insurance
141 5th St NW #302, Winter Haven, FL 33881
(863) 662-3134 teambarfield.com
Acceptance Insurance
910 Havendale Blvd NW #134, Winter Haven, FL 33881
(863) 733-7006 locations.acceptance.com
Freeway Insurance
1136 6th St NW, Winter Haven, FL 33881
(863) 733-7003 locations.freeway.com
Direct Auto Insurance
5937 Cypress Gardens Blvd Ste 200, Winter Haven, FL 33884
(863) 969-4916 local.directauto.com
Barfield Insurance & Financial Services Inc.
110 Spirit Lake Rd Unit 5, Winter Haven, FL 33880
(863) 293-5400 insurewithbarfield.com
Zinsmeister - Your Home, Boat & Auto Insurance Agency
1211 6th St SE, Winter Haven, FL 33880
(863) 294-1034 zinsmeisterinsurance.com
GreatFlorida Insurance: Brock Schnabel
5658 Cypress Gardens Blvd, Winter Haven, FL 33884
(863) 594-2600 winterhaven.greatflorida.com
American Insurance Inc
3610 Havendale Blvd, Winter Haven, FL 33881
(863) 965-2886 americaninsuranceinc.com
AmeriLife of Polk County, LLC
6322 Cypress Gardens Blvd, Winter Haven, FL 33884
(863) 291-4111 amerilife.com
White Chip Insurance – Winter Haven
1217 6th St SW, Winter Haven, FL 33880
(863) 342-6723 whitechipinsurance.com
Garland Insurance fka Victory Insurance
116 W Central Ave, Winter Haven, FL 33880
(863) 683-9334
Clearvue Insurance Agency (Formerly Lorna Wilson Agency)
308 Ave G SW Suite 201, Winter Haven, FL 33880
(863) 866-8990 clearvueinsurance.com
Cypress Insurance Management
3021 Cypress Gardens Rd, Winter Haven, FL 33884
(863) 326-1885 cypressinsuranceonline.com
J&KC Life Insurance Agency
1750 Havendale Blvd NW STE 1, Winter Haven, FL 33881
(863) 368-5964 facebook.com
Sealy Insurance
3395 Cypress Gardens Rd, Winter Haven, FL 33884
(863) 324-3100
Dershimer Insurance Agency
190 Avenue A NW, Winter Haven, FL 33881
(863) 299-8330 dershimerinsurance.com
Carroll-Marshall Insurance, Inc.
205 Ave G SW, Winter Haven, FL 33880
(863) 293-1111 cminsure.com

What Does a Commercial Insurance Agent in Winter Haven Cost?

Commercial insurance costs in Florida vary widely by industry and coverage needs. A small retail shop might pay 500 to 1500 dollars per year for general liability. A construction company could pay 5000 to 15000 dollars annually for workers compensation and liability combined. Professional liability insurance for consultants often ranges from 1000 to 3000 dollars per year. This is general information and not insurance advice.

* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not insurance advice — consult directly with an agent for fee specifics.

Frequently Asked Questions

What types of commercial insurance are required in Florida?
Florida law requires workers compensation insurance for most businesses with four or more employees. Commercial auto insurance is required for any business-owned vehicles. General liability insurance is not legally required but is often mandated by landlords or contracts.
How do I choose a commercial insurance agent in Winter Haven?
Look for an agent who is licensed in Florida and has experience with your specific industry. Ask about their carrier network and claims support. Local agents familiar with Winter Haven can advise on risks like flood zones near Lake Howard or chain of lakes properties.
What factors affect commercial insurance premiums in Florida?
Premiums depend on your business type payroll location and claims history. Florida property insurance rates are influenced by hurricane risk and windstorm deductibles. Liability costs vary by industry with construction and hospitality often paying higher rates.